A Convenient Approach to 4,7-Dihydrotetrazolo {[}5,1-c]{[}1,2,4]triazine Synthesis / Shchegol'kov Evgeny V.,Ivanova Anna E.,Burgart Yanina V.,Saloutin Viktor I. // JOURNAL OF HETEROCYCLIC CHEMISTRY. - 2013. - V. 50, l. 1. - P. E80-E86.

ISSN/EISSN:

0022-152X / нет данных

Type:

Article

Abstract:

Azo coupling of 1,3-dicarbonyl compounds with tetrazolyl-5-diazonium chloride is used to develop a convenient one-step procedure for the synthesis of 4,7-dihydrotetrazolo{[}5,1-c]{[}1,2,4]triazines. In contrast to nonfluorinated analogs, 7-hydroxy-7-polyfluoroalkyl-4,7-dihydrotetrazolo{[}5,1-c]{[}1,2,4]triazi nes undergo a ring-chain isomerism resulting from the cleavage at the C7?N7a bond. A distinctive feature of nonfluorinated 4,7-dihydrotetrazolo{[}5,1-c]{[}1,2,4]triazines is the possibility to dehydration, which is accompanied by an azide rearrangement due to the tetrazole ring cleavage with the formation of tetrazolo{[}1,5-b]{[}1,2,4]triazines.

Author keywords:

STRUCTURE ELUCIDATION; EQUILIBRIUM; CHEMISTRY; SERIES; RINGS

DOI:

10.1002/jhet.1068

Web of Science ID:

ISI:000318428200012

Соавторы в МНС:

Другие поля

Поле	Значение
Month	FEB
Publisher	WILEY-BLACKWELL
Address	111 RIVER ST, HOBOKEN 07030-5774, NJ USA
Language	English
Keywords-Plus	STRUCTURE ELUCIDATION; EQUILIBRIUM; CHEMISTRY; SERIES; RINGS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	schegolkov@ios.uran.ru
ResearcherID-Numbers	Burgart, Yanina/T-8025-2017 Shchegol'kov, Evgenii/H-6790-2015
ORCID-Numbers	Burgart, Yanina/0000-0001-6061-2410 Shchegol'kov, Evgenii/0000-0001-6611-2855
Funding-Acknowledgement	Russian Foundation for Basic Research {[}12-03-00543a]; Projects of Ural Branch of RAS {[}12-P-3-1030, 11-3-SP-505]; State Program for Support of Young Russian Scientists {[}MK-837.2012.3]; State Program for Support of Leading Scientific School {[}5505.2012.3]
Funding-Text	This work was financed by the Russian Foundation for Basic Research (Project No. 12-03-00543a), the Projects of Ural Branch of RAS 12-P-3-1030 and 11-3-SP-505, the State Program for Support of Young Russian Scientists (MK-837.2012.3), and of Leading Scientific School (No. 5505.2012.3).
Number-of-Cited-References	34
Usage-Count-Since-2013	5
Journal-ISO	J. Heterocycl. Chem.
Doc-Delivery-Number	137IE